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Base‐Catalyzed Formation of Isoxazoles from Dialkyl Acetylenedicarboxylates and 2‐Nitroacetophenones
Authors:Sepehr Sadegh‐Samiei  Issa Yavari  Stavroula Skoulika
Institution:1. Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran (phone: +98‐21‐82883465;2. fax: +98‐21‐82883455);3. Laboratory of Physical Chemistry, Department of Chemistry, The University of Ioannina, 45110 Ioannina, Greece
Abstract:The reaction of dialkyl acetylenedicarboxylates with 1‐aryl‐2‐nitroethanones in the presence of pyridine leads to dialkyl 5‐aryloyl‐isoxazole‐3,4‐dicarboxylates through a novel mechanism, which involves a 2+2] cycloaddition/ring opening/cyclization sequence.
Keywords:Isoxazole  Cycloadditions  Acetylenes  Ethanones  1‐aryl‐2‐nitro‐
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